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胆碱[氨基酸]离子液体/水混合物:对有机磷农药降解的三重效应

Choline [Amino Acid] Ionic Liquid/Water Mixtures: A Triple Effect for the Degradation of an Organophosphorus Pesticide.

作者信息

Pavez Paulina, Figueroa Roberto, Medina Mayte, Millán Daniela, Falcone R Darío, Tapia Ricardo A

机构信息

Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile, Casilla 306, Santiago 6094411, Chile.

Centro Integrativo de Biología y Química Aplicada (CIBQA), Universidad Bernardo O'Higgins, Santiago 6094411, Chile.

出版信息

ACS Omega. 2020 Oct 5;5(41):26562-26572. doi: 10.1021/acsomega.0c03305. eCollection 2020 Oct 20.

DOI:10.1021/acsomega.0c03305
PMID:33110984
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7581234/
Abstract

A series of ionic liquids (ILs) composed by choline (Ch) as a cation and different amino acids (AA) as anions and their respective aqueous mixtures were prepared using different [Ch][AA] contents in a range of 0.4-46 mol % IL. These solvents were used for the first time to achieve an eco-friendlier Paraoxon degradation. The results show that [Ch][AA]/water mixtures are an effective reaction medium to degrade Paraoxon, even when the IL content in the mixture is low (0.4 mol % IL) and without the need of an extra nucleophile. Both the kinetics and the degradation pathways of pesticides depend on the nature of the AA on [Ch][AA] and the amount of an IL present in the mixture. We have demonstrated that in those mixtures with a low amount of [Ch][AA], the hydrolysis reaction is the main pathway for Paraoxon degradation, showing a catalytic effect of the IL. However, as the percentage of [Ch][AA] increases in the mixture, the nucleophilic attack of [Ch][AA] is evident. Finally, the aim of this study was to provide evidence of a promising and biocompatible methodology to degrade a toxic compound (Paraoxon) using a minimal quantity of an IL designed totally from natural resources.

摘要

制备了一系列以胆碱(Ch)为阳离子、不同氨基酸(AA)为阴离子的离子液体(ILs)及其各自的水混合体系,其中[Ch][AA]的含量在0.4 - 46 mol% IL范围内。这些溶剂首次被用于实现更环保的对氧磷降解。结果表明,即使混合物中离子液体含量较低(0.4 mol% IL)且无需额外亲核试剂,[Ch][AA]/水混合体系也是降解对氧磷的有效反应介质。农药的动力学和降解途径均取决于[Ch][AA]中氨基酸的性质以及混合物中离子液体的含量。我们已经证明,在那些[Ch][AA]含量较低的混合物中,水解反应是对氧磷降解的主要途径,显示出离子液体的催化作用。然而,随着混合物中[Ch][AA]百分比的增加,[Ch][AA]的亲核攻击变得明显。最后,本研究的目的是提供证据,证明一种有前景且生物相容的方法,即使用极少量完全由自然资源设计的离子液体来降解有毒化合物(对氧磷)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/8870fc093eaa/ao0c03305_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/5653a153b04b/ao0c03305_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/fa509ce2ae66/ao0c03305_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/871573a6c02f/ao0c03305_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/02ff617053fc/ao0c03305_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/9cde451ea2b4/ao0c03305_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/c7f01f33ade9/ao0c03305_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/1449c07212e8/ao0c03305_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/7fb734426d13/ao0c03305_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/8870fc093eaa/ao0c03305_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/5653a153b04b/ao0c03305_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/fa509ce2ae66/ao0c03305_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/871573a6c02f/ao0c03305_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/02ff617053fc/ao0c03305_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/9cde451ea2b4/ao0c03305_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/c7f01f33ade9/ao0c03305_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/1449c07212e8/ao0c03305_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/7fb734426d13/ao0c03305_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/54e9/7581234/8870fc093eaa/ao0c03305_0008.jpg

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The Dependence of Ionic Liquid Solvent Effects on the Nucleophilic Heteroatom in S Ar Reactions. Highlighting the Potential for Control of Selectivity.
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Norm index-based QSTR model to predict the eco-toxicity of ionic liquids towards Leukemia rat cell line.基于归一化指数的定量构效关系模型预测离子液体对白血病大鼠细胞系的生态毒性。
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How Water Permutes the Structural Organization and Microscopic Dynamics of Cholinium Glycinate Biocompatible Ionic Liquid.水如何使胆碱甘氨酸生物兼容离子液体的结构组织和微观动力学发生变化。
J Phys Chem B. 2019 Mar 7;123(9):2057-2069. doi: 10.1021/acs.jpcb.8b10235. Epub 2019 Feb 22.
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